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Characterization of cis-9 trans-11 trans-15 C18:3 in milk fat by GC and covalent adduct chemical ionization tandem MS

AutorGómez-Cortés, Pilar ; Tyburczy, C; Brenna, J. T.; Juárez, Manuela ; Fuente, Miguel A. de la
Fecha de publicación2009
EditorAmerican Society for Biochemistry and Molecular Biology
CitaciónJournal of Lipid Research 50: 2412- 2420 (2009)
ResumenRumen biohydrogenation of dietary α-linolenic acid gives rise in ruminants to accumulation of fatty acid intermediates, some of which may be transferred into milk. Rumelenic acid [cis-9 trans-11 cis-15 C18:3 (RLnA)] has recently been characterized, but other C18:3 minor isomers are still unknown. The objective of this work was to identify a new isomer of octatridecenoic acid present in milk fat from ewes fed different sources of α-linolenic acid. Structural characterization of this fatty acid was achieved by GC-MS. Analysis of dimethyloxazoline and picolinyl ester derivatives allowed for location of the double bond positions. Covalent adduct chemical ionization tandem mass spectrometry confirmed the positional structure 9-11-15, identical to RLnA, and helped to establish double bond geometry (cis-trans-trans). This new C18:3 isomer could be formed by isomerization of cis-15 bond of RLnA and subsequently converted by hydrogenation to trans-11 trans-15 C18:2, an octadecadienoic acid also detected in this study. Copyright © 2009 by the American Society for Biochemistry and Molecular Biology, Inc.
URIhttp://hdl.handle.net/10261/121053
DOI10.1194/jlr.M800662-JLR200
Identificadoresdoi: 10.1194/jlr.M800662-JLR200
issn: 0022-2275
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